Addition of diazocyclopropane generatedin situ to vinyl bromide and chemical transformations of the resulting 5-bromospiro(1-pyrazoline-3,1′-cyclopropane) |
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| Authors: | Yu V Tomilov I V Kostyuchenko E V Shulishov O M Nefedov |
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| Institution: | (1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation |
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| Abstract: | The reaction of diazocyclopropane generatedin situ with vinyl bromide occurs as regioselective 1,3-dipolar cycloaddition to give 5-bromospiro(1-pyrazoline-3,1′-cyclopropane)
in ∼60% yield. Reactions of the latter with nucleophilic reagents, which can occur both with retention and opening of the
cyclopropane ring, were studied.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 688–690, April 1998. |
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| Keywords: | 5-R-spiro(1-pyrazoline-3 1′ -cyclopropanes) 3(5)-(2-R-ethyl)pyrazoles 1 3-dipolar cycloaddition nucleophilic substitution NMR spectra |
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